2026-06-09

2026-06-09 Tuesday - Some Considerations When Evaluating The Benefits/Risks of Establishing a New Client Relationship

[image source: geralt on pixabay dot com]
 

This post summarizes some thoughts I wanted to share, in response to this LinkedIn post (asking for input), by Jurgen Appelo


When I evaluate the benefits/risks of establishing a new client relationship, here are just some of the factors I consider:

⏹️ Duration of the specific engagement's SOW under discussion.

⏹️ Potential duration of the longer-term relationship, and follow-on SOWs.

⏹️ Fee size, payment structure, and invoicing/payment terms.

⏹️ Financial viability of the client, and risks of their default.

⏹️ Any external information / evidence of toxicity levels within their culture.

⏹️ Degree of bureaucracy burdens (e.g., sourcing management, contract negotiations, reporting, billing, etc.).

⏹️ Long-term value of the client relationship, itself.

⏹️ Long-term value of the relationships established, during the engagement.

⏹️ Potential future value of client recommendations, business referrals.

⏹️ Reputation of the client, and any risks associated therein.

⏹️ Client's adherence to ethical business practices, or lack thereof.

⏹️ Client's legal exposure risks (previous history, current, pending).

⏹️ Client's regulatory compliance risks (previous history, current, pending).

⏹️ Potential blast-radius if things go sideways (re: events outside of my control).

⏹️ Contractual terms that impose egregious burdens, and that may potentially exceed the total value of the engagement compensation.

⏹️ Intangible value components (e.g., potential for learning & personal growth: acquisition of new skills, working with new technologies, new concepts, best practices, new/increased industry domain knowledge, etc.).

⏹️ Potential for negotiating retention of some/all of the intellectual property I will create during the engagement.

⏹️ Contractual clauses that make broad claims on intellectual property I possessed before the engagement, or created outside of the scope of contract - during the engagement, or created after the engagement ends). 

⏹️ Travel requirements (difficulty, frequency, costs, and reimbursement considerations).

⏹️ Personal safety considerations (location of their offices; crime rates in the area; travel to areas that are active war zones, or high potential for terrorist attacks; degree of difficulty to effect escape/evasion if there is a coup d'état, or regime collapse). 

⏹️ The "Fun Quotient" of working with the team within the organization. 

⏹️ {Novelty | Difficulty | Challenge} factor (harder problems = higher score = more attractive)

⏹️ Bragging Rights - for a successful completion of the engagement.

 

 

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